1,2 Epoxy Patents (Class 522/170)
  • Publication number: 20010034379
    Abstract: By means of a curing process combining thermal and UV curing it is possible, using compositions comprising (A) a coating system based on a polyacrylate polyol or polyester polyol with melamine, or a polyacrylate polyol and/or polyester polyol with a blocked or unblocked polyisocyanate, or a carboxyl-, anhydride- or amino-functional polyester and/or polyacrylate with an epoxy-functional polyester or polyacrylate, (B) an OH—, NH2—, COOH—, epoxy- or NCO-functional resin containing, in addition, at least one ethylenically unsaturated double bond, which is separated from the functional group by a spacer group, and (C) at least one photoinitiator, to obtain coatings having good surface properties.
    Type: Application
    Filed: May 3, 2001
    Publication date: October 25, 2001
    Inventor: Andreas Valet
  • Patent number: 6306481
    Abstract: A multilayer circuit board having a resolution in the range of 25-80 &mgr;m, and blind via-holes between layers, the blind via-holes having an aspect ratio in the range of 2.0-0.6 for effecting access between the layers, wherein an insulating layer having the blind via-holes between the layers has a glass transition temperature in the range of 150-220° C., and an epoxy group photosensitive resin composition is used therefor. A photosensitive resin composition having a preferable resolution and heat resistance is obtained. A multilayer circuit board is provided in which the thermal stress generated in the steps of a reflow process, a gold wire bonding process and a repairing process in a bare chip mounting process are reduced, and peeling off of the conductor wiring and deformation of the multilayer circuit board caused by mechanical stresses during the heating processes are suppressed. Accordingly, a decrease in the size and weight of an electronic apparatus is possible.
    Type: Grant
    Filed: June 22, 1999
    Date of Patent: October 23, 2001
    Assignees: Hitachi, Ltd., Hitachi Chemical Company, Ltd.
    Inventors: Satoru Amou, Masao Suzuki, Tokihito Suwa, Mineo Kawamoto, Akio Takahashi, Masanori Nemoto, Hiroyuki Fukai, Mitsuo Yokota, Shiro Kobayashi, Masashi Miyazaki
  • Patent number: 6303670
    Abstract: Disclosed is an ultraviolet-curable cellulosic coating composition comprising cellulose acetate, diepoxy compound and photo cationic polymerization catalyst. The objective is to provide a novel ultraviolet-curable cellulosic coating composition capable of forming a film excellent in the adherence to polar substrate, solvent resistance, gloss and impact resistance.
    Type: Grant
    Filed: February 25, 2000
    Date of Patent: October 16, 2001
    Assignee: Nippon Paper Industries Co., Ltd.
    Inventors: Kenichi Fujino, Shelby F. Thames
  • Patent number: 6303050
    Abstract: A compound for use as a nematic phase in cholesteric liquid polymers of the general formula C—Am, and a production process.
    Type: Grant
    Filed: December 17, 1999
    Date of Patent: October 16, 2001
    Assignee: DaimlerChrysler AG
    Inventors: Fritz Dannenhauer, Michael Gailberger, Karl Holdik, Katja Strelzyk, Kathrin Kuerschner, Andreas Stohr, Peter Strohriegl
  • Patent number: 6291540
    Abstract: The invention concerns a novel method for preparing non-toxic resins crosslinkable under radiation in the presence of an initiator system. Said resins are prepared from compositions of an organic and/or silicon type comprising monomers, oligomers and/or polymers with organofunctional groups, and are cross-linked in the presence of an initiator system consisting of an onium salt with low toxicity whereof the cationic structure is [(CH(CH3)2—C6H4—)—I—(—R1)]+(I).
    Type: Grant
    Filed: March 10, 2000
    Date of Patent: September 18, 2001
    Assignee: Rhodia Chimie
    Inventors: Christian Priou, Jacques Richard
  • Patent number: 6287748
    Abstract: This invention discloses compositions adapted to produce, through solid imaging means, excellent quality objects having material properties that simulate the look and feel of polyethylene articles.
    Type: Grant
    Filed: July 10, 1998
    Date of Patent: September 11, 2001
    Assignee: DSM N.V.
    Inventor: John Alan Lawton
  • Patent number: 6287745
    Abstract: The present invention relates to a photocurable liquid resin composition comprising: (A) a cationically polymerizable organic compound; (B) a cationic photopolymerization initiator; (C) an ethylenically unsaturated monomer; (D) a radical photopolymerization initiator; (E) a polyether polyol compound having one or more hydroxyl groups in one molecule; and, optionally, includes elastomer particles having a specific particle diameter and/or an epoxy-branched alicyclic compound.
    Type: Grant
    Filed: February 18, 1999
    Date of Patent: September 11, 2001
    Assignees: DSM N.V., JSR Corporation, Japan Fine Coatings Co.,
    Inventors: Tetsuya Yamamura, Akira Takeuchi, Tsuyoshi Watanabe, Takashi Ukachi
  • Patent number: 6284816
    Abstract: Solvent-free, energy curable flexographic printing inks which contain a pigment; a rheological additive having the structure P-(U-Y)s, wherein P is the residue of an organic pigment or dye, Y is a polyalkylene oxide moiety, U is a linking moiety covalently bonding Y to P and s is an integer from 1 to 3; and an energy curable liquid vehicle which may be a ultraviolet cationic or a free radical initiated polymerization system, cured by actinic radiation; and optionally containing a photoinitiating system.
    Type: Grant
    Filed: November 23, 1998
    Date of Patent: September 4, 2001
    Assignee: Sun Chemical Corporation
    Inventors: Mikhail Laksin, Subhankar Chatterjee, Russell J. Schwartz, Paul A. Merchak
  • Patent number: 6268403
    Abstract: A method of accelerating the cure rate of an epoxy curing composition includes combining a cycloaliphatic epoxyalcohol monomer, a non-hydroxyl-containing epoxy monomer and a cationic photoinitiator to form an epoxy curing composition, and exposing the curing composition to a source of radiation. The resulting polymers and copolymers are branched polyethers containing hydroxyl functionality.
    Type: Grant
    Filed: August 11, 2000
    Date of Patent: July 31, 2001
    Assignee: Rensselaer Polytechnic Institute
    Inventor: James V. Crivello
  • Patent number: 6265459
    Abstract: Accelerators that can be useful for an energy polymerizable composition comprising a cationically curable material; energy polymerizable compositions comprising at least one cationically curable material and an initiation system therefor, the initiation system comprising at least one organometallic complex salt and at least one accelerator; and a method for curing the compositions. The cured compositions can provide useful articles. The invention also provides compositions of matter comprising an organometallic complex salt and at least one compound selected from the Class 1 and Class 2 compounds disclosed herein.
    Type: Grant
    Filed: December 31, 1998
    Date of Patent: July 24, 2001
    Assignee: 3M Innovative Properties Company
    Inventors: Wayne Scott Mahoney, Peggy Sperl Willett
  • Patent number: 6262140
    Abstract: Compositions for producing replicated optical components are disclosed. A composition for making a large scale submaster optical component includes a mixture having an acrylated aliphatic urethane oligomer/monomer blend and a tripropylene glycol diacrylate. The mixture is combined with a number of other components including an isobornyl acrylate, an ultraviolet polymerizing varnish, a surfactant, and a photoinitiator. A composition for making a large scale replica optical component includes a mixture having an acrylated aliphatic urethane oligomer/monomer blend and a tripropylene glycol diacrylate. The mixture is combined with an isobornyl acrylate, a &bgr;-Carboxyethyl acrylate, a photoinitiator, and an N-vinyl-2-pyrrolidone. A composition for making a small scale submaster optical component includes an ultraviolet polymarizing varnish and a surfactant.
    Type: Grant
    Filed: July 13, 1999
    Date of Patent: July 17, 2001
    Assignee: Physical Optics Corporation
    Inventors: Gajendra Savant, Hagop Latchinian
  • Patent number: 6254954
    Abstract: The invention relates to a pressure-sensitive adhesive tape with improved room temperature handleability comprising an adhesive layer with at least one exposed surface and optionally a backing, wherein the pressure-sensitive adhesive layer comprises an epoxy/polyester based pressure sensitive adhesive which is crosslinkable upon exposure to actinic or e-beam irradiation and optionally heat, and comprises (i) 30-80% by weight of a polyester component comprising one or more amorphous polyesters compounds, (ii) 20-70% by weight of an epoxy component comprising one or more epoxy resins and/or monomers, (iii) 0-50% by weight of a hydroxyl-functional component containing one or more hydroxyl-containing compounds having a hydroxyl functionality of at least 1, and (iv) an effective amount of a photoinitiator component for crosslinking the pressure-sensitive adhesive, whereby the weight percentages refer to the total mass of components (i)-(iv) and add up to 100 wt.
    Type: Grant
    Filed: August 26, 1999
    Date of Patent: July 3, 2001
    Assignee: 3M Innovative Properties Company
    Inventors: Greggory S. Bennett, Clayton A. George, Guido Hitschmann, Alain H. Lamon
  • Patent number: 6251557
    Abstract: The invention relates to a photosensitive resin composition for rapid prototyping comprising: a. about 30 wt. % to about 70 wt. % of at least two epoxy resins, at least one of these resins is solid at room temperature and comprises aromatic groups, and at least one of these resins is liquid, having a viscosity at 25° C. lower than about 1,000 Pa.s, b. about 15 wt. % to about 50 wt. % of at least one multifunctional acrylate compound c. about 5 wt. % to about 30 wt. % of a hydroxyfunctional compound d. about 1 wt. % to about 6 wt. % cationic photoinitiator e. about 1 wt. % to about 6 wt. % free radical photoinitiator. The invention further relates to a process for the manufacturing of 3-dimensional objects, known as rapid prototyping, wherein the photosensitive resin composition is used.
    Type: Grant
    Filed: September 7, 1999
    Date of Patent: June 26, 2001
    Assignee: DSM N.V.
    Inventors: Stephen C. Lapin, Michael G. Sullivan
  • Patent number: 6245827
    Abstract: This invention is of a resin composition including an additive of one or more organic peroxide thermal imitators to cationic photoinitiators, that are sensitized with alpha-hydroxy-ketones, which composition provides a self-propagating thermal curing reaction first activated by a short duration of surface ultraviolet radiation. The thermal reaction is non-directional, thus eliminating the line of sight limitation of current radiation curing processes. Complete curing can be achieved of the composition in a very short time; often after only a few minutes or less. The activation period can be provided by only a few seconds of ultraviolet light using a wide variety of commercial ultraviolet light sources.
    Type: Grant
    Filed: October 12, 1999
    Date of Patent: June 12, 2001
    Assignee: Elementis Specialties, Inc.
    Inventor: Scott Gregory
  • Patent number: 6245828
    Abstract: The present invention is directed to polymerizable dental compositions containing a) 3 to 80 wt. % of cycloaliphatic epoxides; b) 0 to 80 wt. % of an epoxide or a mixture of epoxides which are different from a); c) 3 to 85 wt. % of a filer material; d) 0.01 to 25 wt. % of initiators, inhibitors and/or accelerators; e) 0 to 25 wt. % of auxiliary agents, the individual percentages of which are in relation to the total weight. The new polymerizable agents are particularly suited as dental material.
    Type: Grant
    Filed: September 21, 1998
    Date of Patent: June 12, 2001
    Assignee: ESPE Dental AG
    Inventors: Wolfgang Weinmann, Oswald Gasser, Rainer Guggenberger, Gunther Lechner, Wolfgang Soglowek, Joachim Zech
  • Patent number: 6235808
    Abstract: Disclosed are compounds of the formulas which are useful as monomers in photopolymerizable compositions. Also disclosed are methods of polymerizing these monomers, and polymers produced thereby.
    Type: Grant
    Filed: April 11, 2000
    Date of Patent: May 22, 2001
    Assignee: Rensselaer Polytechnic Institute
    Inventor: James V. Crivello
  • Patent number: 6235807
    Abstract: A curing process for cationically polymerisable monomers, which comprises applying a composition comprising: (a) at least one cationically polymerisable monomer, (b) as photoinitiator at least one iodonium salt containing an SbF6, PF6 or BF4 anion, (c) one pigment, and (d) at least one sensitiser, to a substrate, irradiating it with light having a wavelength of 200-600 nm and then heat-postcuring it, is distinguished by little yellowing of the cured formulation.
    Type: Grant
    Filed: December 14, 1998
    Date of Patent: May 22, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Ljubomir Misev
  • Patent number: 6235448
    Abstract: The present invention relates to monomers and polymers prepared therefrom, which are suitable for forming photoresist compositions employed in lithography processes using a deep ultraviolet light source, in particular an ArF light source. According to the present invention, novel monomers represented by Chemical Formula 1, are provided: wherein R represents a C1-C10 alkyl group, and m is the number 1 or 2. as well as copolymers prepared by using said monomers as represented by Chemical Formula 8: wherein R represents a C1-C10 alkyl group; R′ represents H or —COOH; m is the number 1 or 2; n is a number from 1 to 3; and X represents CH2, NH or O; and a, b and c represent the number of repeating of the respective monomers.
    Type: Grant
    Filed: November 24, 1999
    Date of Patent: May 22, 2001
    Assignee: Hyundai Electronics Industries Co., Ltd.
    Inventors: Geun Su Lee, Min Ho Jung, Jae Chang Jung, Cheol Kyu Bok, Ki Ho Baik
  • Patent number: 6232361
    Abstract: An actinic radiation curable, cationic polymerizable, ink and coating composition having greatly enhanced reactivity, and reduced viscosity and are low in odor comprised of an aqueous solution containing a cationic polymerizable compound such as an cycloaliphatic epoxy compound, a water compatible hydroxy functional cyclic ether compound, particularly, an epoxy or oxetane compound, and water.
    Type: Grant
    Filed: December 11, 1998
    Date of Patent: May 15, 2001
    Assignee: Sun Chemical Corporation
    Inventors: Mikhail Laksin, Jean Dominique Turgis, Bruce Rose, Subhankar Chatterjeee
  • Patent number: 6211261
    Abstract: A thermosetting pressure-sensitive adhesive which can obtain the high rate of polymerization without a decrease in the molecular weight by photopolymerization, thereby show the tackiness at ordinary temperatures to permit easy temporary adhesion to an adherend, can be cured by heating for a short period of time to exhibit strong adhesive strength and high heat resistance, and is excellent in storage stability before heating, comprising a photopolymerized product of a composition comprising a) 100 parts by weight of a monomer mixture comprising 70% to 99% by weight of an alkyl (meth)acrylate whose alkyl group has 2 to 14 carbon atoms on average, and 1% to 30% by weight of a monoethylenic unsaturated acid copolymerizable therewith based on the monomer mixture, b) 0.
    Type: Grant
    Filed: September 21, 1999
    Date of Patent: April 3, 2001
    Assignee: Nitto Denko Corporation
    Inventors: Kazuhito Hosokawa, Masahiro Oura
  • Patent number: 6204304
    Abstract: The specification describes optical fiber coating materials and methods for making optical fiber gratings wherein the material of the optical fiber coatings comprises vinyl ether functionalized monomers, together with oligomeric or polymeric thickeners and a cationic photoinitiator. These coating materials are highly transparent to UV radiation used to write optical gratings in the optical fibers but still absorb sufficiently at other wavelengths to be cured effectively using UV radiation.
    Type: Grant
    Filed: September 28, 1998
    Date of Patent: March 20, 2001
    Assignee: Lucent Technologies Inc.
    Inventors: Francis Michael Houlihan, Mark Anthony Paczkowski, Debra Ann Simoff, Ulrike Varlemann, Nanze Patrick Wang
  • Patent number: 6187833
    Abstract: Photocurable, addition polymerizable compositions contain an epoxy resin and a photoinitiator system containing (a) an epoxy resin, (b) a hydroxyl containing material and (c) a photoinitiator system comprising: (i) an iodonium salt; (ii) a visible light sensitizer; and (iii) an electron donor compound, wherein the photoinitiator system has a photoinduced potential of at least about 100 mV relative to a standard solution of 2.9×10−5 moles/g diphenyl iodonium hexafluoroantimonate and 1.5×10−5 moles/g camphorquinone in 2-butanone. The compositions cure on exposure to light in the visible spectrum and are useful in a variety of applications, including dental adhesives and composites.
    Type: Grant
    Filed: July 28, 1999
    Date of Patent: February 13, 2001
    Assignee: 3M Innovative Properties Company
    Inventors: Joel D. Oxman, Dwight W. Jacobs
  • Patent number: 6187836
    Abstract: Photopolymerizable compositions that include free radically active and cationically active functional groups, and methods for polymerizing such compositions, in which the onset of cationic polymerization is controllably delayed to extend the time between formation of a moldable gel and formation of a hardened solid.
    Type: Grant
    Filed: June 5, 1998
    Date of Patent: February 13, 2001
    Assignee: 3M Innovative Properties Company
    Inventors: Joel D. Oxman, Matthew C. Trom, Dwight W. Jacobs
  • Patent number: 6179730
    Abstract: Disclosed herein is a game ball, such as a golf ball, having an indicia formed from a UV curable ink containing aluminum trihydroxide (ATH) filler. The ATH improves pad transfer of the ink. An ink composition suitable for pad printing, and a method for applying an indicia to a game ball also are disclosed. The UV curable ink has excellent pad transfer properties, and good durability.
    Type: Grant
    Filed: March 19, 1999
    Date of Patent: January 30, 2001
    Assignee: Spalding Sports Worldwide Inc.
    Inventors: Viktor Keller, Thomas J. Kennedy, III
  • Patent number: 6174932
    Abstract: A UV curable, flexible, paintable composition is disclosed. The disclosed composition has enhanced durability, thick and thin film adhesion, resistance to mold growth and dimensional changes while reducing solvent emissions. The disclosed composition reduces, if not eliminates, runs and drips during the thermal bake cycles which are associated with using conventional compositions in automotive applications.
    Type: Grant
    Filed: May 20, 1998
    Date of Patent: January 16, 2001
    Assignee: DenoVus LLC
    Inventors: Jeffrey T. Pachl, Donald Taylor, Todd W. Scrivens
  • Patent number: 6166100
    Abstract: A cationically polymerizable pigmented composition comprising (A) a cationically polymerizable binder component containing at least one resin or compound selected from the group consisting of (A-1) a cationically polymerizable acrylic resin consisting of a copolymer of (a) a (meth) acrylic ester monomer having C.sub.6-31 aliphatic hydrocarbon group, (b) a polymerizable unsaturated monomer containing a polymerizable unsaturated group and at least one cationically polymerizable moiety selected from the group consisting of an epoxy group and an oxetane ring, and optionally (c) other polymerizable unsaturated monomer, and (A-2) a fatty acid-modified epoxy compound containing C.sub.6-32 aliphatic hydrocarbon group and epoxy group, (B) a cationic polymerization initiator initiating polymerization by irradiation or heating, and (C) a color pigment.
    Type: Grant
    Filed: July 22, 1999
    Date of Patent: December 26, 2000
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Noriko Hiwara, Kenji Seko, Yoshiyuki Yukawa, Michitomo Kato, Takeshi Matuda
  • Patent number: 6166101
    Abstract: There is disclosed an ultraviolet-curing coating composition for cans comprising (A) 10-85 parts by weight of a compound having alicyclic epoxy group(s) in the molecule, (B) 5-60 parts by weight of a compound having an oxetane ring of a specific structure, (C) 5-60 parts by weight of a compound having an oxetane ring and hydroxyl group in the molecule, (D) 5-60 parts by weight of a compound having either at least two oxetane rings or oxetane ring(s) and epoxy group(s) in the molecule, and (E) 0.01-20 parts by weight of a cation-polymerization initiator, which generates a cation when irradiated with ultraviolet rays, per 100 parts by weight of the total amount of the compounds (A), (B), (C) and (D); and a process for producing a coated metal can by coating this coating composition and curing by irradiation with ultraviolet rays.
    Type: Grant
    Filed: November 23, 1998
    Date of Patent: December 26, 2000
    Assignee: Kansai Paint Co., Ltd.
    Inventor: Seiji Takami
  • Patent number: 6159012
    Abstract: In a first aspect, a method for treating hard tissue that includes: (a) applying to hard tissue a composition that includes a cationically active functional group, a free radically active functional group, and a polymerization initiator capable of initiating free radical polymerization, where the number of moles of cationically active functional groups per gram of composition is no greater than about 0.0075; and (b) exposing the composition to polymerization conditions to form an adhesive bonded to the hard tissue.
    Type: Grant
    Filed: September 1, 1999
    Date of Patent: December 12, 2000
    Assignee: 3M Innovative Properties Company
    Inventors: Joel D. Oxman, Hoa T. Bui, Dwight W. Jacobs
  • Patent number: 6149983
    Abstract: Disclosed herein is a game ball, such as a golf ball, having an indicia formed from a UV curable ink containing aluminum trihydroxide (ATH) filler. The ATH improves pad transfer of the ink. An ink composition suitable for pad printing, and a method for applying an indicia to a game ball also are disclosed. The UV curable ink has excellent pad transfer properties, and good durability.
    Type: Grant
    Filed: March 19, 1999
    Date of Patent: November 21, 2000
    Assignee: Spalding Sports Worldwide, Inc.
    Inventor: Viktor Keller
  • Patent number: 6150435
    Abstract: A one-component epoxy resin for coverage of bare chips and for underfilling of flip chips is disclosed. Two polyol components are combined in the inventive epoxy resin which decidedly improve the properties of the resin with respect to coefficient of expansion, shrinkage stress, substrate adhesion, and reactivity.
    Type: Grant
    Filed: November 12, 1998
    Date of Patent: November 21, 2000
    Assignee: Siemens Aktiengesellschaft
    Inventors: Heiner Bayer, Barbara Lehner, Ernst Wipfelder
  • Patent number: 6136882
    Abstract: This invention provides a UV curable powder coating composition comprising a particulate blend of a non-crystalline unsaturated polyester base resin, a crystalline unsaturated crosslinker resin co-polymerizable with the base resin, and a photoinitiator, that exhibits reduced or eliminated hazing in the cured coating formed therefrom upon being cured at low temperatures demanded by certain heat sensitive substrates. This is accomplished by incorporating in the powder composition a recrystallization or haze inhibitor which is comprised of a crystalline epoxy resin. When this powder blend is melted for curing, the crystalline crosslinker resin visually appears to separate and recrystallize out of the molten powder less completely than it does in the absence of the recrystallization or haze inhibitor. This prevents a visible haze from developing on the surface of the coating upon curing with UV radiation.
    Type: Grant
    Filed: July 8, 1999
    Date of Patent: October 24, 2000
    Assignee: Morton International Inc.
    Inventors: Andrew T. Daly, Jeno Muthiah, Richard P. Haley, Owen H. Decker, Eugene P. Reinheimer, Matthew B. Snyder
  • Patent number: 6133335
    Abstract: The present invention provides compositions comprising epoxy-containing monomers, where the polymerization of the monomers can be influenced by accelerators. The compositions include at least one photo-polymerizable epoxy monomer and an initiation system. The initiation system comprises at least one organo-iron complex salt and at least one accelerator. The epoxy-containing monomers are energy-polymerized to form useful articles or coated articles.
    Type: Grant
    Filed: December 31, 1998
    Date of Patent: October 17, 2000
    Assignee: 3M Innovative Properties Company
    Inventors: Wayne S. Mahoney, Peggy S. Willett, Michael A. Johnson
  • Patent number: 6127085
    Abstract: A novel photo-curable resin composition. The resin composition capable of providing a cured product having excellent mechanical strength, high dimensional accuracy, and excellent toughness. The resin composition is capable of providing a cured product which experiences little change in mechanical strength over time. The resin composition is capable of forming, by photo-fabricating, a three-dimensional object which can be used for a long period of time in a humid atmosphere. The composition comprises, (A) an epoxy compound having a cyclohexene oxide, (B) a cationic photo-initiator, (C) an ethylenically unsaturated monomer, (D) a radical photo-initiator, and (E) a polyol.
    Type: Grant
    Filed: October 17, 1997
    Date of Patent: October 3, 2000
    Assignees: DSM N.V., JSR Corporation, Japan Fine Coatings Co., LTD
    Inventors: Tetsuya Yamamura, Tsuyoshi Watanabe, Akira Takeuchi, Takashi Ukachi
  • Patent number: 6124371
    Abstract: The invention relates to a composition comprising polymerizable material and an anionic photocatalyst. The photocatalyst is a photolabile compound able to liberate a strong base having a pK.sub.a .gtoreq.12. The catalyst can be illustrated by the structural formula Z-A wherein Z is a photolabile group and A is a strong base, for example, a nitrogen containing compound such as, a secondary amine, a guanidine or amidine and Z is covalently bound to A.
    Type: Grant
    Filed: August 21, 1998
    Date of Patent: September 26, 2000
    Assignee: DSM N.V.
    Inventors: Dirk A. W. Stanssens, Johan F. G. A. Jansen
  • Patent number: 6117920
    Abstract: The invention relates to a thermochromic polymerizable mesogenic composition essentially consisting of:a) a component MA comprising at least one achiral polymerizable mesogenic compound comprising at least one polymerizable functional group,b) a component MB comprising at least one chiral polymerizable mesogenic compound comprising at least one polymerizable functional group,c) a photoinitiator, andd) optionally a dye component,to anisotropic polymers and polymer films with a chiral mesophase obtainable from said thermochromic polymerizable mesogenic composition and to the use of said thermochromic polymerizable mesogenic composition, anisotropic polymers and polymer films for optical information storage, photomasks, decorative pigments, cosmetics, security applications, active and passive optical elements such as polarizers or optical retarders, color filters, scattering displays, adhesives or synthetic resins with anisotropic mechanical properties.
    Type: Grant
    Filed: July 12, 1999
    Date of Patent: September 12, 2000
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Emma Jolliffe, David Coates
  • Patent number: 6114405
    Abstract: A method for preparing a film suitable for use as the light-modulating unit of an SPD light valve, which film comprises a cross-linked polymer matrix having droplets of a liquid light valve suspension distributed in the cross-linked polymer matrix. The light valve suspension comprises particles suspended in a liquid suspending medium. The method comprises admixing a UV cross-linkable liquid oligomer or polymer and the liquid light valve suspension, emulsifying the resulting admixture to form an emulsion of the liquid light valve suspension in the UV cross-linkable liquid oligomer or polymer, and cross-linking the UV cross-linkable liquid oligomer or polymer while the mixture is in the form of a thin layer of the emulsion by exposing the layer to UV radiation or to an electron beam, such that the film is not damaged due to such exposing. The oligomer or polymer and the particles are free of deleterious effects on one another.
    Type: Grant
    Filed: October 9, 1997
    Date of Patent: September 5, 2000
    Assignee: Research Frontiers Incorporated
    Inventors: Huifang Zhuang, Steven M. Slovak, Robert L. Saxe
  • Patent number: 6100313
    Abstract: A coating composition for forming a transparent, abrasion-resistant coating upon eyeglass lenses or other transparent substrates, the composition comprising a binder component and a curing agent component and being substantially free of volatiles. The binder component comprises the hydrolysis product of an epoxy-functional alkoxy silane, a polyglycidyl ether, and an acrylic monomer having an acrylic functionality of not more than two. The curing agent component comprises a cationic photoinitiator and a free radical photoinitiator.
    Type: Grant
    Filed: March 7, 1997
    Date of Patent: August 8, 2000
    Assignee: The Walman Optical Company
    Inventor: Gerald D. Treadway
  • Patent number: 6099783
    Abstract: A novel method for producing thick composite parts based upon photopolymerizable compositions is disclosed. Also disclosed are novel methods for encapsulation of microelectronic devices based upon novel photopolymerizable compositions. The constituents of the photopolymerizable mixture comprise a monomer or monomers capable of polymerizing by free radical or cationic mechanisms, and a photoinitiator system which possesses an absorbance characteristic which is effectively reduced, or self-eliminating, upon initiation of the polymerization reaction. Parts having thicknesses up to 2 cm and thicker for varying end use applications are made by photopolymerizing such compositions. In addition, using such compositions composite parts can be made using a reinforcement material such as a glass fiber mat present in an amount by weight of from about 5 to about 70%.
    Type: Grant
    Filed: August 7, 1998
    Date of Patent: August 8, 2000
    Assignee: Board of Trustees Operating Michigan State University
    Inventors: Alec B. Scranton, Bharath Rangarajan, Kiran K. Baikerikar
  • Patent number: 6096796
    Abstract: A photo-curable resin composition capable of providing a three-dimensional object having excellent mechanical strength and high dimensional accuracy when used in a photo-fabrication process. The resin composition is also capable of providing a three-dimensional object with excellent stability in shape and properties in a photo-fabrication process. The photo-curable composition includes:(A) a compound represented by the formula (1) ##STR1## wherein R.sup.1 and R.sup.2 independently represent a hydrogen atom or a methyl group;(B) a compound having a cyclohexene oxide structure;(C) a cationic photo-initiator;(D) an ethylenically unsaturated monomer;(E) a radical photo-initiator; and(F) a polyol having three or more hydroxyl groups.
    Type: Grant
    Filed: December 10, 1997
    Date of Patent: August 1, 2000
    Assignees: DSM N.V., JSR Corporation, Japan Fine Coatings Co., Ltd.
    Inventors: Tsuyoshi Watanabe, Tetsuya Yamamura, Akira Takeuchi, Takashi Ukachi
  • Patent number: 6096794
    Abstract: Dye compounds of the formula ##STR1## wherein X is for example CH, C--CH.sub.3 or .sup.+ NOR L.sup.- ; R is inter alia C.sub.1 -C.sub.6 alkyl; R.sub.1 is for example C.sub.1 -C.sub.8 alkoxy or C.sub.1 -C.sub.12 alkyl; s is 0 to 4; R.sub.2 is for example hydrogen; Ar is for example a group ##STR2## Y inter alia is C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.6 alkoxy; r in the formula (A) is 0 to 5, in the formulae (B) and (E) is 0 to 9 and in the formula (D) is 0 to 7; and L is an anion;in combination with an electron donor compound, especially a borate compound, are suitable as photoinitiators for the photopolymerization of radically polymerizable compositions.
    Type: Grant
    Filed: October 26, 1998
    Date of Patent: August 1, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Allan Francis Cunningham, Martin Kunz
  • Patent number: 6093753
    Abstract: The present invention is to provide curable compositions usable appropriately in coatings, adhesives, photoresists, etc. and directed to sulfonium salt compounds represented by general formula [I]; ##STR1## wherein R.sub.1 and R.sub.2 represent alkyl, hydroxy, alkoxy, alkylcarbonyl, aromatic carbonyl, aromatic thio or halogeno; R.sub.3 represents alkyl; R.sub.4 represents optionally substituted alkyl, alkenyl or cycloalkyl; m and n are each 0, 1, 2 or 3; and X represents a non-nucleophilic anionic residue; a cationic polymerization initiator containing the compound; and a curable composition which contains the compound and a cationically polymerizable compound optionally together with a sensitizer.
    Type: Grant
    Filed: February 19, 1998
    Date of Patent: July 25, 2000
    Assignee: Nippon Soda Co., Ltd.
    Inventor: Eiji Takahashi
  • Patent number: 6090487
    Abstract: The present invention relates to a sizing composition for glass threads which comprises a solution of a viscosity of less than or equal to 400 cP containing less than 5% by weight of solvent and containing at least one base system which can be polymerised under the action of ultraviolet radiation or an electron beam, the said base system comprising at least one component that has a molecular mass of less than 750 and that has at least one reactive epoxy group and comprising at least 60% by weight of one or more components that have a molecular mass of less than 750 and that have at least one reactive group selected from the following groups: epoxy, hydroxy, vinyl ether, acrylic and methacrylic.The invention relates also to a process using this composition and to the threads coated with the said composition.
    Type: Grant
    Filed: December 15, 1998
    Date of Patent: July 18, 2000
    Assignee: Vetrotex France
    Inventor: Patrick Moireau
  • Patent number: 6090865
    Abstract: Compounds of formula (I), ##STR1## wherein X is CH, C--CH.sub.3, C--Cl, C--O--C.sub.1 -C.sub.8 alkyl or N; R is C.sub.1 -C.sub.6 alkyl, benzyl, CH.sub.2 COOR.sub.3 or a group (a); R.sub.1 is C.sub.1 -C.sub.8 alkoxy, C.sub.1 -C.sub.12 alkyl, halogen, NO.sub.2, benzyloxy or phenyloxy, wherein the phenyl ring in the benzyloxy or phenyloxy group is unsubstituted or substituted by C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.12 alkyl, halogen or CF.sub.3 ; R.sub.2 is C.sub.1 -C.sub.8 alkoxy, C.sub.1 -C.sub.12 alkyl, benzyloxy or phenyloxy, wherein the phenyl ring in the benzyloxy or phenyloxy group is unsubstituted or substituted by C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.12 alkyl, halogen or CF.sub.3 ; R.sub.3 is hydrogen, C.sub.1 -C.sub.12 alkyl or benzyl; Y is unsubstituted or C.sub.1 -C.sub.6 alkoxy-substituted C.sub.1 -C.sub.6 alkyl, or Y is C.sub.1 -C.sub.6 alkoxy, halogen, CF.sub.3, NO.sub.2, benzyloxy or phenyloxy, wherein the phenyl ring in the benzyloxy or phenyloxy group is unsubstituted or substituted by C.
    Type: Grant
    Filed: October 26, 1998
    Date of Patent: July 18, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Christopher Curtis Dudman, Allan Francis Cunningham, Martin Kunz
  • Patent number: 6084004
    Abstract: The invention relates to compositions which undergo cationic curing with visible light, comprising:(a) 0.01 to 8 wt. % of at least one diaryliodonium compound,(b) 0.01 to 8 wt. % of at least one .alpha.-dicarbonyl compound,(c) 10.0 to 99.9 wt. % of at least one compound containing epoxide groups and/or oxetane groups,(d) 0 to 85 wt. % of modifiers, such as fillers, dyestuffs, pigments, flow improvers, thixotropic agents, polymeric thickeners, additives having an oxidizing action, stabilizers and retardants, characterized in that they additionally comprise(e) 0.001 to 5 wt. % of at least one aromatic amine.The compositions have a low intrinsic color, cure with little smell and, after curing, give compositions with very good mechanical properties.
    Type: Grant
    Filed: August 21, 1998
    Date of Patent: July 4, 2000
    Assignee: Espe Dental AG
    Inventors: Wolfgang Weinmann, Gunther Eckhardt
  • Patent number: 6057380
    Abstract: Compounds of formula I, II or III ##STR1## X is a divalent radical; Y is C.sub.1 -C.sub.6 aklylene, cyclohexylene or a direct bond;Ar.sub.1 is an aromatic radical as defined in claim 1,R.sub.1 and R.sub.2 are each independently the other, inter alia, a radical of formula ##STR2## in which p is zero or 1, or a radical of formula ##STR3## R.sub.3 is, inter alia, hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.12 cycloalkyl or phenyl-C.sub.1 -C.sub.3 alkyl;R.sub.4 is, inter alia, C.sub.1 -C.sub.12 cycloalkyl, phenyl-C.sub.1 -C.sub.3 alkyl or phenyl;or an acid addition salt of a compound of formula I, II or III;are useful as photosensitive base catalysts in base crosslinking compositions.
    Type: Grant
    Filed: December 5, 1997
    Date of Patent: May 2, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Jean-Luc Birbaum, Martin Kunz, Akira Kimura, Hisatoshi Kura, Hidetaka Oka, Hiroko Nakashima
  • Patent number: 6054501
    Abstract: This invention provides an energy ray curable composition which has excellent curability. The composition contains a cationic polymerizable substance, a photopolymerization initiator comprised of a specified onium salt and a pigment as occasion demands. The curable composition is excellent in curability, and cured paint films obtained therefrom shows excellent glossiness. This composition can be blended in white inks, printing inks, paints, resist inks, wood fillers and the like.
    Type: Grant
    Filed: March 9, 1998
    Date of Patent: April 25, 2000
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Nobuo Taniguchi, Minoru Yokoshima
  • Patent number: 6054250
    Abstract: The present invention relates to polymer precursors used in sterolithography. Specifically, the invention provides a novel resin having a glass transition temperature (Tg) that is substantially higher than any existing resins. The polymer precursors comprise an admixture of at least one vinyl ether, functionalized compound and at least one epoxy functionalized compound, at least one acrylate functionalized compound, and a photoinitiator, wherein the polymer precursor composition cures by a dual cure mechanism utilizing a free radical pathway as well as a cationic pathway thus yielding improved green strength.
    Type: Grant
    Filed: January 26, 1998
    Date of Patent: April 25, 2000
    Assignee: AlliedSignal Inc.
    Inventors: Eugene V. Sitzmann, Russell F. Anderson, Mathias P. Koljack, Julietta G. Cruz, Chandra M. Srivastava
  • Patent number: 6042943
    Abstract: The invention relates to a radiation curable primary coating composition for coating an optical fiber, composed of a component having a first end and a second end, a saturated aliphatic backbone, and at least one epoxide group at the first end of the component, and at least one reactive functional group at the second end; a mixture of acrylate monomers, composed of a first monomer having one acrylate group, and a second monomer having at least two acrylate groups; and a photoinitiator. The invention further relates to a radiation curable primary coating composition for coating an optical fiber, composed of a component having a first end and a second end, a saturated aliphatic backbone, and at least one epoxide group at the first end of the component, and at least one reactive functional group at the second end; a mixture of acrylate monomers, composed of a first monomer having one vinyl ether group, and a second monomer having at least two vinyl ether groups; and a photoinitiator.
    Type: Grant
    Filed: August 6, 1999
    Date of Patent: March 28, 2000
    Assignees: Alvin C. Levy & Associates, Inc., Master Adhesives, Inc.
    Inventor: Alvin C. Levy
  • Patent number: 6043295
    Abstract: Photocurable, addition polymerizable compositions contain an epoxy resin and a photoinitiator system containing (a) an epoxy resin and (b) a photoinitiator system comprising: (i) an iodonium salt; (ii) a visible light sensitizer; and (iii) an electron donor compound, wherein the photoinitiator system has a photoinduced potential of at least about 0 mV relative to a standard solution of 2.9.times.10.sup.-5 moles/g diphenyl iodonium hexafluoroantimonate and 1.5.times.10.sup.-5 moles/g camphorquinone in 2-butanone. The compositions cure on exposure to light in the visible spectrum and are useful in a variety of applications, including dental adhesives and composites.
    Type: Grant
    Filed: July 28, 1999
    Date of Patent: March 28, 2000
    Assignee: 3M Innovative Properties Company
    Inventors: Joel D. Oxman, Dwight W. Jacobs
  • Patent number: 6036910
    Abstract: A resin composition for three-dimensional object by optical stereolithography containing a colorant, such as carbon black, in an amount of 0.05 to 0.5% by weight can provide a colored three-dimensional object which has excellent physical and mechanical properties such as dimensional accuracy, shape stability, hardness and tensile strength and elastic modulus in tension, as well as light-shielding properties, gives a massive impression and is colorful at a high optical shaping speed and in a good productivity.
    Type: Grant
    Filed: September 23, 1997
    Date of Patent: March 14, 2000
    Assignee: Teijin Seiki Co., Ltd.
    Inventors: Yorikazu Tamura, Tsuneo Hagiwara